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330784-47-9 molecular structure
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4-{[(3-chloro-4-methoxyphenyl)methyl]amino}-2-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]-N-(pyrimidin-2-ylmethyl)pyrimidine-5-carboxamide

ChemBase ID: 160896
Molecular Formular: C23H26ClN7O3
Molecular Mass: 483.95064
Monoisotopic Mass: 483.17856541
SMILES and InChIs

SMILES:
c1c(c(cc(c1)CNc1nc(ncc1C(=O)NCc1ncccn1)N1CCC[C@H]1CO)Cl)OC
Canonical SMILES:
OC[C@@H]1CCCN1c1ncc(c(n1)NCc1ccc(c(c1)Cl)OC)C(=O)NCc1ncccn1
InChI:
InChI=1S/C23H26ClN7O3/c1-34-19-6-5-15(10-18(19)24)11-27-21-17(22(33)28-13-20-25-7-3-8-26-20)12-29-23(30-21)31-9-2-4-16(31)14-32/h3,5-8,10,12,16,32H,2,4,9,11,13-14H2,1H3,(H,28,33)(H,27,29,30)/t16-/m0/s1
InChIKey:
WEAJZXNPAWBCOA-INIZCTEOSA-N

Cite this record

CBID:160896 http://www.chembase.cn/molecule-160896.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
4-{[(3-chloro-4-methoxyphenyl)methyl]amino}-2-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]-N-(pyrimidin-2-ylmethyl)pyrimidine-5-carboxamide
IUPAC Traditional name
avanafil
Synonyms
(S)-2-(2-Hydroxymethyl-1-pyrrolidinyl)-4-(3-chloro-4-methoxybenzylamino)-5-[(2-pyrimidinylmethyl)carbamoyl]pyrimidine
4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-2-[(2S)-2-(hydroxymethyl)-1-pyrrolidinyl]-N-(2-pyrimidinylmethyl)-5-pyrimidinecarboxamide
TA 1790
Avanafil
CAS Number
330784-47-9
PubChem SID
162255031
PubChem CID
9869929

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 9869929 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 13.712366  H Acceptors
H Donor LogD (pH = 5.5) 2.4773307 
LogD (pH = 7.4) 2.7731328  Log P 2.778813 
Molar Refractivity 131.751 cm3 Polarizability 48.31286 Å3
Polar Surface Area 125.39 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Solubility
DMSO expand Show data source
Methanol expand Show data source
Apperance
White Solid expand Show data source
Melting Point
150-152°C expand Show data source
Storage Condition
Refrigerator expand Show data source
MSDS Link
Download expand Show data source
Target
PDE expand Show data source
Salt Data
Free Base expand Show data source
Certificate of Analysis
Download expand Show data source

DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - A794670 external link
A phosphodiesterase (PDE5) inhibitor, used to treat erectile dysfunction.

REFERENCES

REFERENCES

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  • • Hatzimouratidis, K., et al.: Drugs, 68, 231 (2008)
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PATENTS

PATENTS

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INTERNET

INTERNET

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